Boston Holidays

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The Latest Boston holiday deals

Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Apr 22 - Apr 24

    The Westin Boston Seaport District

    Seaport District
    4.0 star property
    9.0 Wonderful (1,764)

    "Amazing, friendly staff, seamless experience "

    Return Toronto (YYZ) - Boston (BOS)
    YYZ - BOS1 stop BOS - YYZ1 stop
    AU$1,203
    AU$1,015
    per traveller
    found 22 hours ago
    The Westin Boston Seaport District
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Apr 22 - Apr 24

    Boston Harbor Hotel

    North End
    5.0 star property
    9.6 Exceptional (1,004)

    "Very kid friendly for an upscale hotel."

    Return Toronto (YYZ) - Boston (BOS)
    YYZ - BOS1 stop BOS - YYZ1 stop
    Save 100% on your flight
    AU$2,202
    AU$1,341
    per traveller
    found 22 hours ago
    Boston Harbor Hotel
  • Exterior
    Apr 22 - Apr 24

    The Langham, Boston

    Downtown Boston
    5.0 star property
    9.6 Exceptional (1,001)

    "The room I viewed when I booked, looked nothing like the room I received. The window was beautiful but only had a view of the next building (could not see a thing else). Like because of the shape you couldn’t even see the motion of downtown Boston. We had to request new face towels as soon as we got to the room, the ones already in the bathroom looked a little dirty. Other than that the hotel is beautiful. Staff are very welcoming! Valet was amazing even in the cold! "

    Return Toronto (YYZ) - Boston (BOS)
    YYZ - BOS1 stop BOS - YYZ1 stop
    AU$1,632
    AU$1,370
    per traveller
    found 22 hours ago
    The Langham, Boston
  • Frette Italian sheets, premium bedding, down duvets, pillow-top beds
    Apr 22 - Apr 24

    Battery Wharf Hotel, Boston Waterfront

    North End
    4.5 star property
    8.6 Excellent (1,565)

    "Great location "

    Return Toronto (YYZ) - Boston (BOS)
    YYZ - BOS1 stop BOS - YYZ1 stop
    AU$1,212
    AU$1,032
    per traveller
    found 22 hours ago
    Battery Wharf Hotel, Boston Waterfront
  • Exterior
    Apr 22 - Apr 24

    Courtyard by Marriott Boston Downtown/North Station

    West End
    3.0 star property
    9.4 Exceptional (1,003)

    "Every person at the Courtyard was friendly, courteous and anxious to help. Great experience. "

    Return Toronto (YYZ) - Boston (BOS)
    YYZ - BOS1 stop BOS - YYZ1 stop
    AU$1,341
    AU$1,156
    per traveller
    found 22 hours ago
    Courtyard by Marriott Boston Downtown/North Station

Our guide on where to stay in Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Old State House and Boston City Hall, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

1 out of top 10 points of interest in this area

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

1 out of top 10 points of interest in this area

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Liberty Wharf and Leader Bank Pavilion.

1 out of top 10 points of interest in this area

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Boston Common or Charles Street while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

While you're in MIT, take in top sights like MIT Museum and jump on the metro at Kendall-MIT Station to see more of the city.

Our pick of the best Boston (and vicinity) Hotel Deals

Showing deals for:7 Mar - 9 Mar

Frequently Asked Questions

How much does a Boston holiday package cost?

You'll find cheap prices on Expedia for your Boston escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Boston costs.

What are the cheapest months to go to Boston?

If you're hoping to snag a cheap Boston holiday package, consider planning a trip in December, January and February. You'll usually find better prices on accommodation and flights during these months — ideal for budget-conscious travellers.

How many days is enough for Boston?

Boston holidays come in many shapes and sizes, but to get a real feel for this destination, we'd say 2 days is a good ballpark. With this timeframe, you can visit major attractions like Boston Museum of Fine Arts and Museum of Science as well as lesser-known gems. Don't skip neighbourhoods such as South Boston and D Street - West Broadway either. If you plan wisely, you may even be able to take a day trip from Boston too.

Is it worth booking a holiday package to Boston?

Whether you're planning to explore attractions like Fenway Park and TD Garden, or eager to experience its terrific dining and culture, a Boston holiday is sure to exceed your expectations. Book your trip with Expedia and discover why Boston is such a good holiday destination.

How to find the best Boston package deals?

Begin your search for a Boston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Boston package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Boston adventure off to a flying start.

Is it cheaper to book a Boston holiday as a package?

Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the freedom to create a personalised Boston holiday by choosing your preferred type of stay, airline and car class.

When to book a holiday package to Boston?

If you're planning a spontaneous Boston adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.

How to plan a trip to Boston?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Boston.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical stay or a more upscale retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring Boston. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the ideal Boston holiday package for you.

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.